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Caroline was exhausted from her domestic chores buther sissy stick was hard and filled with sissy cream. She just finishedhanging the last skirt when the door bell rang. "Get the door Caroline,do I have to tell you everything" yelled Mrs. Monet.Caroline got the door and showed Maryann, Phil and her Mrs. Monet'smother in and took there coats to the closet. Regina, Caroline's stepgrandmother said "My you are a sassy looking sissy and look at hisbulge in that skirt!" and Maryann added "Sister hasn't your sissystepson been spanked or milked today?" Oh, no she wanted to be and I made her save it for her guest!" Well, get over my knee I am getting the first crack at your sissy ass"said Regina and attractive mid forties woman with beautiful legs likeher daughter. She lifted her skirt to reveal gray mist stocking topsand motioned for Caroline to lie on her lap. Maryann tried to give hermother a hairbrush, but she pushed in away and took off 5" patentleather high heel and used that instead.. .. and my hole was getting looser and looser. I almost couldn't believe how easy it was.Then I asked myself, "could this be the right time"? My heart started to pound a little more when i took my fingers out of my ass, then I started to fuck it with my thumb to lube it more, as well as smearing the lube on the back of my hand, which was still a bit dry. Then I started putting all five fingers in... at first I felt a big difference... it was of course bigger than four and the palm. But four and the palm helped a lot in making me all loose and relaxed... and that squatting position somehow helped me even more. So, gradually, I felt my asshole opening more and more under the pressure of my hand. I was inside just before the knuckles... that limit I was never able to pass, that limit that made me ache each time I tried. That time though, I felt different, squatting made my ass more... accepting. And, as my heart pounded more and more, inviting...Then, finally, my lovely hole gave way to.
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